Silver(I) tetrafluoroborate as a potent promoter for chemical glycosylation

Tetrahedron Letters

Volumn 49, Issue 9, 2008, Pages 1542-1545

  Kaeothip, Sophon ^a   Pornsuriyasak, Papapida ^a   Demchenko, Alexei V ^a  

^a UNIVERSITY OF MISSOURI ST LOUIS   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BORIC ACID; FLUORINE DERIVATIVE; GLYCOSIDE; HALIDE; IMIDE; SILVER DERIVATIVE; SILVER TETRAFLUOROBORATE; THIOGLYCOSIDE; UNCLASSIFIED DRUG;

ARTICLE; BIOTRANSFORMATION; GLYCOSYLATION; ONE POT SYNTHESIS; QUANTUM YIELD; REACTION ANALYSIS; REACTION TIME;

EID: 38649098142     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.12.105     Document Type: Article

References (31)

1. Toshima K., and Tatsuta K. Chem. Rev. 93 (1993) 1503-1531
2. Davis B.G. J. Chem. Soc., Perkin Trans. 1 (2000) 2137-2160
3. Boons G.J. Contemp. Org. Synth. 3 (1996) 173-200
4. Demchenko A.V. Lett. Org. Chem. 2 (2005) 580-589
5. El Ashry E.S.H., Awad L.F., and Atta A.I. Tetrahedron 62 (2006) 2943-2998
6. Pornsuriyasak P., Kamat M.N., and Demchenko A.V. ACS Symp. Ser. 960 (2007) 165-189
7. Demchenko A.V., Malysheva N.N., and De Meo C. Org. Lett. 5 (2003) 455-458
8. Kamat M.N., Rath N.P., and Demchenko A.V. J. Org. Chem. 72 (2007) 6938-6946
9. Demchenko A.V., Pornsuriyasak P., De Meo C., and Malysheva N.N. Angew. Chem., Int. Ed. 43 (2004) 3069-3072
10. Pornsuriyasak P., and Demchenko A.V. Chem. Eur. J. 12 (2006) 6630-6646
11. Pornsuriyasak P., Gangadharmath U.B., Rath N.P., and Demchenko A.V. Org. Lett. 6 (2004) 4515-4518
12. Hanessian S., and Banoub J. Carbohydr. Res. 53 (1977) c13-c16
13. Ziegler T., Kovac P., and Glaudemans C.P.J. Liebigs Ann. 6 (1990) 613-615
14. Ronnow T.E.C.L., Meldal M., and Book K. J. Carbohydr. Chem. 14 (1995) 197-211
15. Szweda R., Spohr U., Lemieux R.U., Schindler D., Bishop D.F., and Desnick R.J. Can. J. Chem. 67 (1989) 1388-1391
16. Douglas S.P., Whitfield D.M., and Krepinsky J.J. J. Carbohydr. Chem. 12 (1993) 131-136
17. Mehta S., and Pinto B.M. J. Org. Chem. 58 (1993) 3269-3276
18. Kronzer F.J., and Schuerch C. Carbohydr. Res. 27 (1973) 379-390
19. Tsui D.S.K., and Gorin P.A.J. Arquiv. Biol. Technol. 28 (1985) 575-580
20. Verlhac P., Leteux C., Toupet L., and Veyrieres A. Carbohydr. Res. 291 (1996) 11-20
21. Lear M.J., Yoshimura F., and Hirama M. Angew. Chem., Int. Ed. 40 (2001) 946-949
22. Liu K.K.C., and Danishefsky S.J. J. Org. Chem. 59 (1994) 1895-1897
23. Suzuki K., Maeta H., Suzuki T., and Matsumoto T. Tetrahedron Lett. 30 (1989) 6879-6882
24. Toshima K. In: Fraser-Reid B., Tatsuta K., and Thiem J. (Eds). Glycoscience: Chemistry and Chemical Biology Vol. 1 (2001), Springer, Berlin 583-626
25. Pozsgay V., Dubois E.P., and Pannell L. J. Org. Chem. 62 (1997) 2832-2846
26. Ekelof K., and Oscarson S. J. Org. Chem. 61 (1996) 7711-7718
27. Pozsgay V. J. Org. Chem. 63 (1998) 5983-5999
28. Pozsgay V. Angew. Chem., Int. Ed. 37 (1998) 138-142
29. Oscarson S. In: Ernst B., Hart G.W., and Sinay P. (Eds). Carbohydrates in Chemistry and Biology Vol. 1 (2000), Wiley-VCH, Weinheim, New York 93-116
30. Fraser-Reid B., Anilkumar G., Gilbert M.B., Joshi S., and Kraehmer R. In: Ernst B., Hart G.W., and Sinay P. (Eds). Carbohydrates in Chemistry and Biology Vol. 1 (2000), Wiley-VCH, Weinheim, New York 135-154
31. Pornsuriyasak P., and Demchenko A.V. Tetrahedron: Asymmetry 16 (2005) 433-439